An internal standard for the quantification of trans-resveratrol
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Unlabeled Version(s)
70675trans-Resveratrol
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trans-Resveratrol-d4

Item No. 13130

Technical Information
Formal Name
5-[(1E)-2-(4-hydroxyphenyl)ethenyl]-1,3-benzenediol-2,3,5,6-d4
CAS Number
1089051-56-8
Synonyms
  • (E)-Resveratrol-d4
Molecular Formula
C14H8D4O3
Formula Weight
Purity
≥99% deuterated forms (d1-d4)
A 1 mg/ml solution in ethanol
DMF: >100 mg/mlDMSO: >50mg/mlEthanol: >50mg/mlPBS (pH 7.2): <100 µg/ml
λmax
307, 320 nm
SMILES
Oc1ccc(cc1)\C=C/c1cc(O)cc(O)c1
InChi Code
InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1+/i3D,4D,5D,6D
InChi Key
LUKBXSAWLPMMSZ-RRQWMZAJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    trans-Resveratrol-d4 is intended for use as an internal standard for the quantification of trans-resveratrol (Item No. 70675) by GC- or LC-MS. trans-Resveratrol is a polyphenolic phytoalexin found in a variety of plants, including grapes, that has anti-inflammatory, antioxidant, and anticancer activities.1,2 It inhibits the cyclooxygenase and hydroperoxidase activities of COX-1 (EC50s = 15 and 3.7 μM, respectively), but not COX-2 (EC50s = >100 μM and 85 μM, respectively).1 trans-Resveratrol (3 and 8 mg/kg) inhibits carrageenan-induced paw edema in mice. It inhibits free radical formation in HL-60 human promyelocytic leukemia cells induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014; EC50 = 27 μM). trans-Resveratrol (1-25 μmol) reduces both the incidence and number of tumors in a two-stage mouse model of skin cancer induced by TPA and 7,12-dimethyl-benz[a]anthracene (DMBA). trans-Resveratrol (200 μM) also activates sirtuin 1 (SIRT1) by 8-fold in vitro and inhibits a variety of targets including ERK1, JNK1, Src, PKCα, aromatase/CYP19, and DNA polymerases α and δ (IC50s = 37, 50, 20, <10, 25, 3.3, and 5 μM, respectively) in vitro and/or ex vivo.3,2 It prolongs lifespan in model organisms including C. elegans, D. melanogaster, and mice.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jang, M., Cai, L., Udeani, G.O., et alCancer chemopreventive activity of resveratrol, a natural product derived from grapes. Science 275(5297), 218-220 (1997).

    2. Pirola, L., and Fröjdö, S. Resveratrol: One molecule, many targets. IUMBM Life 60(5), 323-332 (2008).

    3. Borra, M.T., Smith, B.C., and Denu, J.M. Mechanism of human SIRT1 activation by resveratrol. The Journal of Biological Chemisty 280(17), 17187-17195 (2005).